Phil Ochs: There But For Fortune - Fascinating documentary about this quintessential political or "protest" folk singer and the 1960s in which he flourished. A great movie regardless of whether or not you like or are familiar with Ochs' music. (New this year)
Chasin' Gus' Ghost - Wonderful documentary about jug band music from the 1920s, 1960s and 2000s with, among many others Jim Kweskin, Geoff Muldaur, John Sebastian, and Bob Weir.
Beppe Gambetta; Live in Genova: Guided tour of Genoa and wonderful concert with Beppe, Patty Larkin, Gene Parson, Tony McMcmanus, …
Bela Fleck - Throw Down Your Heart - A chronicle of Bela's journey to Africa, meeting and creating music with musicians many of whom had never before seen a banjo. A fascinating and beautiful film.
Desperate Man Blues. A documentary following Joe Bussard, a wonderfully knowledgeable and opinionated fan of early blues and hillbilly music with a collection of more than 25,000 78 rpm recordings and his own radio show.
No Direction Home: Bob Dylan. The Martin Scorsese 207 minute film from 2005.